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Diethyl ketomalonate

CAS No.
609-09-6
Chemical Name:
Diethyl ketomalonate
Synonyms
Diethyl 2-oxomalonate;DIETHYL MESOXALATE;diethyl 2-oxopropanedioate;1,3-diethyl 2-oxopropanedioate;Propanedioic acid, oxo-, diethyl ester;ketomaL;Keto Malonate;Ethyl mesoxalate;ETHYL OXOMALONATE;DIETHYL MESOXYLATE
CBNumber:
CB0224840
Molecular Formula:
C7H10O5
Molecular Weight:
174.15
MDL Number:
MFCD00009121
MOL File:
609-09-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:25:16
Product description Number Pack Size Price
Diethyl ketomalonate 95% D97401 5g $62.1
Diethyl ketomalonate 95% D97401 25g $204
Diethyl Mesoxalate >94.0%(GC) M0866 5g $58
Diethyl Mesoxalate >94.0%(GC) M0866 25g $228
Diethyl Ketomalonate TRC-D476633-500MG 500mg $96
More product size

Diethyl ketomalonate Properties

Melting point -70°C
Boiling point 208-210 °C (lit.)
Density 1.142 g/mL at 25 °C (lit.)
refractive index n20/D 1.415
Flash point >230 °F
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol
form liquid
color green-yellow
Specific Gravity 1.142
Water Solubility Fully miscible with water.
Sensitive Moisture Sensitive
Merck 14,5913
BRN 971873
InChI 1S/C7H10O5/c1-3-11-6(9)5(8)7(10)12-4-2/h3-4H2,1-2H3
InChIKey DBKKFIIYQGGHJO-UHFFFAOYSA-N
SMILES CCOC(=O)C(=O)C(=O)OCC
CAS DataBase Reference 609-09-6(CAS DataBase Reference)
FDA UNII H28C8N13IK
NIST Chemistry Reference Propanedioic acid, oxo-, diethyl ester(609-09-6)
EPA Substance Registry System Propanedioic acid, oxo-, diethyl ester (609-09-6)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
PPE Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Hazard Codes  Xi
Safety Statements  24/25
WGK Germany  3
21
Hazard Note  Irritant
TSCA  TSCA listed
HazardClass  IRRITANT, MOISTURE SENSITIVE
HS Code  29183000
Storage Class 10 - Combustible liquids
NFPA 704
1
2 0

Diethyl ketomalonate price More Price(78)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D97401 Diethyl ketomalonate 95% 609-09-6 5g $62.1 2026-04-30 Buy
Sigma-Aldrich D97401 Diethyl ketomalonate 95% 609-09-6 25g $204 2026-04-30 Buy
TCI Chemical M0866 Diethyl Mesoxalate >94.0%(GC) 609-09-6 5g $58 2026-04-30 Buy
TCI Chemical M0866 Diethyl Mesoxalate >94.0%(GC) 609-09-6 25g $228 2026-04-30 Buy
TRC TRC-D476633-500MG Diethyl Ketomalonate 609-09-6 500mg $96 2026-06-03 Buy
Product number Packaging Price Buy
D97401 5g $62.1 Buy
D97401 25g $204 Buy
M0866 5g $58 Buy
M0866 25g $228 Buy
TRC-D476633-500MG 500mg $96 Buy

Diethyl ketomalonate Chemical Properties,Uses,Production

Chemical Properties

Clear yellow liquid

Uses

Diethyl ketomalonate, reagent employed in Wittig and Aza-Wittig reactions for synthesis of triazoles, and 2-azadienes, respectively.

Application

Diethyl ketomalonate can be used in electron-deficient heterodienophile; Diels-Alder reaction; heterodipolarophile; [3 + 2] cycloaddition; 1,3-diyl trapping agent; 1,4-dipolar cycloaddition; [2 + 2] cycloaddition; enophile; ene reaction; electrophilic addition; Wittig reactions; condensation with amines; Pictet-Spengler reactions.

Preparation

Diethyl ketomalonate can be prepared by bromination of Diethyl Malonate to the dibromomalonic ester, exchange of one bromine atom for acetate and α-elimination of acetyl bromide. Alternatively, diethyl malonate is condensed with benzaldehyde to afford the Knoevenagel product which is cleaved by ozonolysis.

Synthesis Reference(s)

Synthetic Communications, 24, p. 695, 1994 DOI: 10.1080/00397919408012648
The Journal of Organic Chemistry, 46, p. 2598, 1981 DOI: 10.1021/jo00325a039

Synthesis

diethyl methylidenemalonate

3377-20-6

Diethyl ketomalonate

609-09-6

The general procedure for the synthesis of diethyl ketomalonate from diethyl methylidenemalonate was as follows: 258 g of diethyl methylidenemalonate prepared by Knoevenagel condensation reaction of malonic acid and formaldehyde was dissolved in 1 liter of methanol, followed by ozonation reaction. Upon completion of the reaction, 5 g of 10% Pd-on-C was added as a hydrogenation catalyst and placed in 200 ml of methanol to carry out the hydrogenation reaction, with a hydrogen consumption of 28.9 standard liters (86% of the theoretical value was reached). The reaction mixture was post-treated according to the method of Example 5 and subsequently concentrated under vacuum to give 214 g of diethyl ketomalonate with a boiling point of 10.0-112°C/20 mmHg in 82% yield of the theoretical value.

storage

Diethyl ketomalonate is stable for at least 6 months if stored in the refrigerator.

References

[1] Patent: US4769464, 1988, A
[2] Tetrahedron Letters, 1981, vol. 22, # 46, p. 4607 - 4610

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View Lastest Price from Diethyl ketomalonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diethyl ketomalonate pictures 2026-03-20 Diethyl ketomalonate
609-09-6
$10.00 1KG 99% 100 mt Hebei Chuanghai Biotechnology Co., Ltd
Diethyl ketomalonate pictures 2022-02-19 Diethyl ketomalonate
609-09-6
1KG 98.7% 100 tons Honest Joy Holdings Limited
Diethyl ketomalonate pictures 2021-08-12 Diethyl ketomalonate
609-09-6
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
2-Oxopropanedioic acid diethyl 2-Oxopropanedioic acid diethyl ester Ketomalonic acid diethyl Oxomalonic acid diethyl Diethyl KETOMALONATE ester Diethyl ketomalonate ,98% Diethyl 2-oxomalonate 97% Diethyl ketomalonate, (Diethyl mesoxalate Diethyl mesoxalate~Diethyl oxomalonate~Oxopropanedioic acid diethyl ester 2-Oxomalonic acid diethyl ester DiethylKetomaloante Diethylmesoxalate=Diethyloxomalonate Diethylketomalonate,95% Diethyl ketomalonate 97% Diethyl 2-oxopropane-1,3-dioate, Diethyl ketomalonate Diethyl ketoMalonate, 95% 25GR Diethyl ketoMalonate, 95% 5GR Propanedioic acid,2-oxo-, 1,3-diethyl ester Diethyl Ketomalonate Mesoxalic Acid Diethyl Ester Di ethyl keeto Malonate Diethyl 2-oxopropane-1,3-dioate, Diethyl ketomalonate, Diethyl mesoxalate diethyl 2-oxopropanedioate Diethyl ketomalonate, Ketomalonic acid diethyl ester Diethyl mesoxalate, Ketomalonic acid diethyl ester Sodium Valproate Impurity 16 1,3-diethyl 2-oxopropanedioate Keto Malonate Diethyl ketoMalonate SynonyMs Diethyl Mesoxalate MESOXALIC ACID DIETHYL ESTER DIETHYL MESOXALATE DIETHYL MESOXYLATE DIETHYL KETOMALONATE DIETHYL OXOMALONATE ETHYL OXOMALONATE KETOMALONIC ACID DIETHYL ESTER Ethyl mesoxalate oxo-propanedioicacidiethylester Diethyl ketomalonate≥ 98% (GC) Diethyl ketomalote ketomaL DiethylMesoxalate> Di Ethyl Ketomalonate (in GMs) Diethyl divinyl ester Diethyl5-oxomalonate Diethyl 2-oxomalonate Propanedioic acid, oxo-, diethyl ester 609-09-6 COCO2C2H52 COCOOC2H52 Building Blocks Carbonyl Compounds C6 to C7 Esters Organic Building Blocks Pharmaceutical Intermediates